Pyridine-Induced Deshielding of 4-Methylene Protons for the Determination of C-6 Stereochemistry of Sterols Having a 5α, 6-Diol Moiety. Revision of the C-6 Stereochemistry of Marine Sterol Isolated from a Sponge, Dysidea sp.
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概要
- 論文の詳細を見る
The utility of the proton nuclear magnetic resonance method involving pyridine-induced deshielding was demonstrated for stereochemical assignment at the C-6 position of sterols having a 5α, 6ζ-diol moiety. Thus, the 4α-hydrogen resonance of 6α-isomers such as cholest-7-ene-3β, 5α, 6α-triol (8) is observed at ca. 3.0 ppm, whereas the 4β-hydrogen resonance of 6β-isomers such as cholest-7-ene-3β, 5α, 6β-triol (10) is observed at ca. 3.0 ppm. This method was applied to a marine sterol (4) isolated from a sponge, Dysidea sp., and it was concluded that the structure should be revised to the 6α-isomer (5) rather than the reported 6β-isomer (4).
- 公益社団法人日本薬学会の論文
- 1985-08-25
著者
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池川 信夫
新潟薬科大学
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池川 信夫
Department Of Chemistry Tokyo Institute Of Technology
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藤本 善徳
Department of Chemistry, Tokyo Institute of Technology
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藤本 善徳
Department Of Chemistry Tokyo Institute Of Technology
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山田 岳俊
Department of Chemistry, Tokyo Institute of Technology
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山田 岳俊
Department Of Chemistry Tokyo Institute Of Technology
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